Vat coloring matters



Patented Apr. 27, @263 UNITED STATES 1,582,844 PATENT or fice..-

ARTHUR LUTTRI'NGHAUS, OF .MANNI-IE IM, AN D ARTHUR WOIJRAK, OFIRAIKJ'OR'L.

ON-THE-MAIN, GERMANY, nssrenons T nanxscnnmmma SODA-FABRIK, on

LUD'WIGSHAI'EN-ON-THE-RHINE, GERMANY, A CORPORATION OF GERMANY.

VAT COLORING MATTERS.

No Drawing.

I '10 of valuable vat coloring matters by the action of aluminiumchlorid on naphthanthraquinone. e have found that by the said reactionvery valuable vat coloring matters can be obtained by causing the saidsubstances to act on each other at an elevated temperatm'e, but below210 degrees centiade, whether in the absence or presence of iluents, orsolvents. From the product obtained in this manner, any unalterednaphthanthra uinone first removed with solvents of ow boiling pointwhereupon ayat dyestufi can be extracted in ample quant1t1es by means ofhi her boilingl organic solvents or'by means 0% alkaline drosulfitesolution, which dyestufi'v disso ves in alkaline hydrosulfite solutionto ive a cherry red vat from which cotton is (Fyed fast violet blueshades. Various diluents, or solvents ma be used especially organiccompounds whic 80 are not attacked by aluminium chlorid, and phthalicanhydrid is very suitable. Other anhydrous metal chlorids, such forexample as sodium or ferric chlorid, may also be added. v The followingexamples will serve to further illustrate the manner of carrying theinvention into practice but the invention is not restricted to theseexamples. The parts are by weight. Example 1.-

25.8 parts of naphthanthraquinone are intimately. mixed with 30 arts ofanhydrous aluminium chlorid and acted for several '46 hours to about 200degrees .centigr'ade.

- When cool, the mass is treated with dilute hydrochloricacid. a The'dark" residue left u'ndissolved in this treatment is filtered off,

washed and dried and then boiled with benzone, glacial acetic'acid orother suitable solvents in order to extract any unaltered naphthanthruinone. The raw dyestuflf is .thenboiled with trichlorobenzene whereby;

example,

Application filed June 8, 1925. Serial ll'o. 85,711.

the dyestuif is dissolved to a dark blue solution' from which itcrystallizes out on concentrating. After filterin washing and drying itrepresents a dar violet powder with a slight metallic lustre. Inalkaline hydrosulfite solution it dissolves" with a cherry-red color.The vat dyes cotton red shades which in-the air turn violet blue or blueand have an excellent fastness.

Example 9. 25.8 parts of naphthanthraquinone are intimately mixed whilegrinding with 15 parts of anhydrous aluminium chlorid andl5 arts ofcommon salt. The mixture is intr uced into a melt com osed of parts ofaluminium chlorid an 95 parts of common salt'at about 190 de reescentig'rade and is kept at about 200 degrees centigrade for severalhours. After cooling, the mass is freed fromsalts and unalterednaphthanthraquinone in the manner described in the foregomg example andthe dyestuffis extracted from the dried remainder by means of hotalkaline hydrosulfite solution. The cherry-red solutlon 1s filteredwhile hotand the filtrate aerated. The dyestufi is hereby preci itatedin the form of blue flakes which can fur ther purified by treating withdilute hypochlorite solution. When dry, the product is a violet-blackpowder with a strong co per lustre; it dissolves in concentrated sul ricacid with an olive-green to green coloration; by pouring into water thedyestufi is a in preclpitated in blue flakes. In boiling nzene itdissolves in traces with alight blue color, in boiling trichlorobenzeneto a greator degree giving a blue solution, both solutions exhibiting astrong red fluorescence.

Cotton is dyed from the cherry-red fluores'cent vat red shades which inthe air are converted into a very fast blue of reddish tinge.

ther metal chlorids, for exam 10 sublimed ferric chlorid may be adds tothe melt, the speed of the reaction or the yield being thereby improvedin some cases.

Derivatives of naphthanthra uinone, for halogen naphthant raquinone,such, for example, as the chloro-naphthanthraquinone obtainable bycondensing chloro phthalic anhydrid with naphthalene may be employed,the latter furnishing a I violet blue or blue vat dyestufi" of the samecharacter as does naphthanthraquinone itself.

Example 3.

troduced rather quickly and heating to about 165 degrees is continuedfor about one and a half hours. After cooling, the mass is decomposedwith water and'boiled therewith and the phthalic acid extracted therebymay be recovered in a suitable manner. The residue is dissolved by meansof an alkaline hydrosulfite solution and filtered to be freed from avery small amount of undissolved matter. Thevat is aerated whereby amixture of vat dyestufi and unaltered naphthanthraquinone is separated.This mixture is dried, powdered and boiled with a suitable solvent, forexample benzene or acetone which leaves the dyestufi undissolved. It canbe crystallized in the form of needles from nitrobenzene.

As for its properties, reference is made to the foregoing examples.

What we claim is;

1. As a new article of manufacture, vat coloring matters derived fromnaphthanthraquinone which coloring matters dissolve in concentratedsulfuric acid with an olive green to green color, and are difiieultlysoluble in benzene, toluene and trichlorobenzene giving blue solutionsexhibiting a strong red fluorescence, and which dissolve'in alkalinehydrosulfite solution giving a cherry-red vat from which cotton is dyedfast violet blue shades.

2. A process of manufacturing vat coloring matters which consists inheating a naphthanthraquinone body with aluminium chlorid to an elevatedtemperature but below 210 degrees centigrade.

3.- A process of manufacturing vat coloring matters which consists inheating naphthanthraquinone with aluminium chlorid and phthalic anhydridto an elevated temperature but below 210 degrees oentigrade.

4. A process of manufacturing vat coloring matters which consists inheating a naphthanthraquinone body with aluminium chlorid to an elevatedtemperature but below 210 degrees centigrade and separating from theproduct unaltered naphthanthraquinone and other bodies.

In testimony whereof we have hereunto set our hands.

ARTHUR LUTTRINGHAUS. ARTHUR WOLFRAM.

